Robert and Jackie move toward a new step in their real-estate business. Frances faces the fallout of a successful opening at her gallery, and enlists Robert’s help with a home-repair project. A returned favor from Frances sets Diane on a bender, which comes back to haunt her at another eventful party.
Frances spots the dashing art bigwig Skip Zakarian at an auction, and takes the opportunity to invite him to Sylvia’s upcoming show, where he shows interest in more than art. A successful sale inspires Jackie to propose that she and Robert team up on a house-flipping business, but he has qualms about the idea.
After Robert finds Tom in a compromising position, Frances and Robert re-visit their marriage counselor to set new ground rules for the kids. Frances weighs how serious her new relationship with Andrew should be. Jackie seeks out Dallas’ advice during a chance encounter at Diane’s country club.
Frances learns that Robert has a new woman in his life, and enlists Diane and Dallas to get intel on her before Lila’s 13th birthday party.
When Robert’s dad falls ill, Robert and Frances reunite in Ohio, where they reminisce about happier times, and deal with Robert’s overbearing sister, Cathy. Back in Hastings-on-Hudson, Tom jumps at the chance to chauffeur Diane around town in her luxury car.
After helping her new friend, Andrew, appraise art, an inspired Frances tries to track down an unknown painter. Diane attempts to ignore her issues with Nick by throwing herself into the gallery. Sparks fly when Robert shows his house to a realtor (Becki Newton).
Frances is forced to deal with Lila’s growing resentment toward her. After his coworkers encourage him to get back in the game, Robert reconnects with Janice, who tries to help him live out a fantasy. Diane blindsides Frances with a setup, and Dallas attempts to call things off with Tony Silvercreek.